50 Best Vacation Rentals in Saint James Parish - Holiday Lettings - Cabins

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Wiltshire
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Saint James Parish

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669 Vacation rentals

31

Vacation villa in Montego Bay

Saint James Parish / Montego Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Private garden
Pleasant View is a unique and immaculate air conditioned 3 bedroom villa luxuriously furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. Seven miles west of Sangsters International Airport is Pleasant View, rapturo …see more

from $318 / night

$2159 / week

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Responds fast!
avg. 2 hours 28 minutes

from $318 / night

(6) Very Good 

11

St James, Montego Bay Vacation condo rental

Montego Bay / St James, Montego Bay

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool
WELL APPOINTED LUXURY 1BEDROOM APARTMENT ON JAMAICA'S GOLD COAST, ROSE HALL IS WITHIN 5 MINUTES FROM MONTEGO BAY AIRPORT. AMENITES INCL GRANITE COUNTER TOPS IN KITCHEN & BATHROOMS, BREATHTAKING VIEW FROM BALCONIES OF THE CARIBBEAN SEA/POOL AREA, OTHER ON PROPERTY AMENIT …see more

from $140 / night

$980 / week

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from $140 / night

(2) Good 

21

Vacation villa in Ironshore

Montego Bay / Ironshore

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Chateau Gloria Luxury Villa, your home away from home. Looking for place to relax? To enjoy the Jamaican spirit? Then this villa is perfect for you. The property offers its guests a private outdoor pool with bar, ocean view and is surrounded by a tropical g …see more

from $728 / night

$5096 - $6664 / week

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from $728 / night

(4) Excellent 

12

Vacation villa with shared pool, golf nearby in Rose Hall

Montego Bay / Rose Hall

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Surround yourself with timeless elegance. Mahogany House is surrounded by lush, green, tropical gardens and unbeatable breathtaking views. Features overly spacious bedrooms that open out to balcony, pool deck and living areas. Relax and soak up the sun by the pool with …see more

from $267 / night

$1867 / week

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Responds fast!
avg. 1 hour 26 minutes

from $267 / night

(3) Excellent 

15

Vacation apartment rental

Montego Bay / St James, Montego Bay

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Apartment comprises 2 double bedrooms both with double beds and one bedroom has a single additional bed. Lounge/dinning room comprise sofa and a double sofa bed. TV with dinning table and chairs. Now also with WiFi. The kitchen is fully working with cooker, fridge and M …see more

from $64 / night

$350 - $515 / week

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Responds fast!
avg. 1 hour 34 minutes

from $64 / night

(3) Excellent 

45

Villa rental in Montego Bay with swimming pool, golf nearby

Saint James Parish / Montego Bay

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Sunset on the Beach, a charming 5 bedroom(beach house + cottage) private beach front villa located at the exclusively renowned Tryall Club in Montego Bay. Sunset on the Beach underwent a significant upgrade during the summer of 2016 (reopening in November 20 …see more

from $1950 / night

$13640 - $28000 / week

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from $1950 / night

27

Vacation villa rental

Montego Bay / St James, Montego Bay

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Allamanda Villa Jamaica, a beautiful new 8000 square foot contemporary 5 bedroom villa located on a hill side close to Roundhill on the east side of Montego Bay. Allamanda comes with one of the best chefs on the island and has stunning views of the ocean and …see more

from $1286 / night

$9000 - $22051 / week

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from $1286 / night

(3) Excellent 

24

Vacation villa rental

Saint James Parish / Montego Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Scotch on the Rocks a stunning 5 bedroom ocean front villa with wonderful views of the Caribbean Sea, just minutes from lively Ocho Rios. Scotch on the Rocks is a charming 5 bedroom villa overlooking the Caribbean Sea. Its ideal location is a privately …see more

from $934 / night

$6535 - $10035 / week

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from $934 / night

(6) Very Good 

17

Home rental in St James, Montego Bay with golf nearby

Montego Bay / St James, Montego Bay

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Private garden
Tthis is a 2 bedroom fully furnished house, most of our furniture has been imported with influence from the UK. At our home in Montego Bay, there is a good size kitchen/dining area and a bathroom. We live in a small community which is local to shops. Montego Bay is …see more

from $58 / night

$401 / week

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from $58 / night

14

Vacation apartment rental

Saint James Parish / Montego Bay

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
Modern, simple, fully equipped newly built studio. This centrally located studio is minutes from the beach, restaurants, recreation activities and nightlife. Visit the gardens, caves, luminous lagoons, go snorkeling, catamaran sailing and scuba diving. Water falls, h …see more

from $69 / night

$483 / week

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from $69 / night

14

Vacation condo with shared pool, golf nearby in Rose Hall

Montego Bay / Rose Hall

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Marriott SeaCastles Penthouse is a modern luxury condo overlooking the ocean. The property is peaceful and perfect for a relaxing vacation away from all the hustle and bustle found on many tourist resorts in the area. Our guests have the option of enjoying quiet relax …see more

from $179 / night

$1190 / week

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from $179 / night

(2) Excellent 

18

Vacation home in Rose Hall

Montego Bay / Rose Hall

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
This detached property is located in the upmarket and picturesque ‘Rose Hall’, just 20 minutes drive outside of Montego Bay. Situated in a large and safe housing scheme, it is quiet and secluded and gives you a home away from home feel. The house boasts sea views and m …see more

from $104 / night

$721 / week

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from $104 / night

(2) Excellent 

29

Villa rental in Montego Bay with swimming pool, golf nearby

Saint James Parish / Montego Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Calypso Shores, a luxurious contemporary 4-bedroom beachfront villa located on its own private beach on a calm lagoon in Montego Bay in Jamaica. Calypso Shores, located in a stunning California-style residential neighbourhood named Lagoons, is possibl …see more

from $855 / night

$5985 - $13500 / week

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from $855 / night

(1) Very Good 

15

St James, Montego Bay Vacation apartment rental

Montego Bay / St James, Montego Bay

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Are you planning a trip to Montego Bay Jamaica to just chill,to attend family business may it be wedding, funeral or family reunion where affordable accommodation and space is essential or are you contractor looking for cheap accommodation. either way we can help you wi …see more

from $115 / night

$762 - $4445 / week

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from $115 / night

4

St James, Montego Bay Vacation home rental

Montego Bay / St James, Montego Bay

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
We are a family living close to the airport and a big shopping plaza (a type of mall). We will treat you as another member of our family. We know it's nice to have a family when you're traveling and we want to treat our guest as such. We do offer picked up services for …see more

from $300 / night

$2020 / week

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from $300 / night

24

Villa rental in Montego Bay with swimming pool, golf nearby

Saint James Parish / Montego Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Villa Sunrise, a luxurious 2 bedroom private villa located in the exclusive world renowned Round Hill in the stunning Montego Bay area. Villa Sunrise was very recently renovated yet it has retained the original style of classy Round Hill. This pretty …see more

from $1734 / night

$12138 - $15897 / week

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from $1734 / night

(1) Excellent 

36

St James, Montego Bay Vacation villa rental

Montego Bay / St James, Montego Bay

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Hello, I'm Mel. Thank you for your interest in Windfall Villas, I'm sure you will enjoy your stay with us. While deciding on a place to stay, your comfort and safety come first. It also has to be cost friendly….within your budget. With that in mind let's talk about what …see more

from $290 / night

$1800 / week

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Responds fast!
avg. 1 hour 54 minutes

from $290 / night

7

Vacation home in Rose Hall

Montego Bay / Rose Hall

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
This property is a two bedroom cozy house, home away from home that is tastefully decorated. It is situated in a scenic community of Rosehall, Montego Bay. This beautiful home has seaview scenery, and is just 20 minutes from the airport. This house is a open plan wit …see more

from $70 / night

$489 / week

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Responds fast!
avg. 42 minutes

from $70 / night

21

Vacation villa rental

Saint James Parish / Montego Bay

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Air conditioning
From the moment you enter through the gates of Cazwin Villas; your true Jamaican experience will commence. Each room is decorated to a high standard with its own private bathroom. Our roof top lounge area is one of our best features. The breakfast is prepared with love …see more

from $477 / night

$3334 / week

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from $477 / night

(3) Very Good 

24

Vacation apartment in Montego Bay

Saint James Parish / Montego Bay

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Montego Bay Vocational Home. Available for short term, this large villa comprises of 1, 2 & 3 bedroom self contained apartments for a minimum of 3 nights stay. Please bear in mind that the price displayed is an example of a rate based upon 4 guests sharing. Please ensur …see more

from $380 / night

$2666 - $5334 / week

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from $380 / night

10

Montego Bay Vacation villa rental

Saint James Parish / Montego Bay

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
This beautiful oceanfront house is 8 minutes away from the airport in Montego Bay and offers a fantastic view of the sea. Just a few steps then you are at the private beach. Very suitable for children as the sea at the edge is flat. Good opportunities for snorkelling an …see more

from $293 / night

$2051 / week

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from $293 / night

10

Vacation villa rental

Saint James Parish / Montego Bay

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
This beautiful oceanfront house is 8 minutes away from the airport in Montego Bay and offers a fantastic view of the sea. Just a few steps then you are at the private beach. Very suitable for children as the sea at the edge is flat. Good opportunities for snorkelling an …see more

from $231 / night

$1617 / week

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from $231 / night

(2) Excellent 

23

Vacation villa in Rose Hall

Montego Bay / Rose Hall

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
You’ll see at once how Greatview got its name. An easy 10-minute drive from Montego Bay’s international airport, you'll find this oasis of beautiful gardens with spectacular ocean and mountain views. Both secluded and handy to golf, sailing, beach, horseback riding and …see more

from $2086 / night

$14600 - $16900 / week

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from $2086 / night

19

Vacation apartment in Montego Bay

Saint James Parish / Montego Bay

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
Beautifully furnished studio across the street from Doctor's Cave Beach. Breath taking sunset and sunrise. This cozy studio is located in Montego Bay Club Resort; built in the 1970s includes pool, restaurant, super market, bar, tennis court and free parking. This stud …see more

from $97 / night

$679 / week

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from $97 / night

45

Vacation apartment accommodation

Saint James Parish / Wiltshire

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Ask about children
  • Air conditioning
  • Private garden
LUXURY GATED 1-bed Apartment set in private mews on the beautiful island of Jamaica.. Located on the border of St James and Trelawny only 5 mns walk from the beach, local amenities and relaxing mountain views. Suit couple or small family wanting to experience Jamaica a …see more

from $100 / night

$700 / week

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from $100 / night

13

Vacation home in Montego Bay

Saint James Parish / Montego Bay

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Mango Walk Country Club situated in the city of Montego Bay, Jamaica, features outstanding, rustic-styled townhomes in an elevated position directly overlooking the Bay and Caribbean Sea. Amenities includes a gated community, 24-hour on-property security, clubhouse, sw …see more

from $161 / night

$1127 / week

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from $161 / night

12

Montego Bay Vacation apartment rental

Saint James Parish / Montego Bay

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
Montego Bay Club Resort is a condominium complex built in the 1970's directly across from Doctor Cave's Beach. The building is old and a monument on the HipStrip ( tourist area of Montego Bay) This apartment in on the Penthouse floor overlooking the action of the stre …see more

from $129 / night

$903 / week

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from $129 / night

8

Vacation apartment in St James, Montego Bay

Montego Bay / St James, Montego Bay

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
This add is for a single room in a Two Bedroom Apartment. You will be sharing the apartment with another guest in the second bedroom. The appartment comprises. Lounge/dinning room with dinning table and chairs. We now also have WiFi. The kitchen is fully working with c …see more

from $64 / night

$280 / week

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Responds fast!
avg. 1 hour 34 minutes

from $64 / night

(2) Excellent 

17

Home rental in Hopewell with swimming pool

Montego Bay / Hopewell

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
Pleasant View is a unique and immaculate air conditioned 3 bedroom villa luxuriously furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. Seven miles west of Sangsters International Airport is Pleasant View, rapturously secl …see more

from $278 / night

$1900 / week

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Responds fast!
avg. 1 hour 32 minutes

from $278 / night

(3) Excellent 

38

Montego Bay Vacation studio rental

Saint James Parish / Montego Bay

Studio 4 3 nights min

  • Studio
  • Sleeps 4
  • 3 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child friendly
This studio is located in the Seawind On The Bay complex in the upscale Montego Freeport area with full access to the beach at The Hard Rock Cafe. The complex is surrounded by two major hotels, Secrets Resorts and Sunscape Resorts and is next door to the world renowned …see more

from $85 / night

$595 / week

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Responds fast!
avg. 1 hour 16 minutes

from $85 / night

(17) Excellent 

27

Montego Bay Vacation apartment rental

Saint James Parish / Montego Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.03 mi
  • Swimming pool
Situated on direct waterfront in Montego Bay in upscale Freeport. Unwind in paradise in this remodeled spacious waterfront 2 bedroom/2 bath apartment in a gated resort style complex with 24 hour security, large saline pool, kids wading pool, swing set, lovely tropical …see more

from $159 / night

$1113 / week

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Responds fast!
avg. 1 hour 6 minutes

from $159 / night

(1) Excellent 

28

Vacation home with shared pool, golf nearby in Rose Hall

Montego Bay / Rose Hall

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly
This beautiful 2 bedroom cottage sits inside the greater Nianna Estate. With it's own privacy and access the Estate's infinity edge pool and luscious fruit-bearing gardens this is a great getaway for a family or group of 6. The cottage itself is uniquely designed from f …see more

from $150 / night

$1260 - $1820 / week

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Responds fast!
avg. 13 minutes

from $150 / night

(2) Very Good 

26

Vacation apartment with shared pool in Montego Bay

Saint James Parish / Montego Bay

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
Affordable, Luxury and Spacious Ocean front Condo with balcony overlooking Caribbean Sea King-size bed with orthopedic mattress + sofa bed 2 Full size beds Two 50 inch LED Smart TV Wifi Internet and Cable TV Washer in the condo Fully equipped kitchen, breakfast pla …see more

from $149 / night

$1300 - $1580 / week

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Responds fast!
avg. 1 hour 27 minutes

from $149 / night

19

Vacation home in Montego Bay

Saint James Parish / Montego Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
Eagles Nest is a Tryall Villa, -ONE bedroom, perfect for couples or honeymooners! Eagles Nest Villa is a deluxe ONE bedroom at Tryall Club. - Tryall Club's historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Tryall Club's Villa …see more

from $386 / night

$2705 - $7150 / week

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from $386 / night

11

Vacation villa in Rose Hall

Montego Bay / Rose Hall

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
Boasting a panoramic 180 degree view of the Caribbean Sea, Jawara (meaning Peace and Love in Swahili, captures the essence of our villa. Jawara sits on the hillside of Coral Gardens, above the Holiday Inn and a mere 10 minutes from the Montego Bay "Hip Strip." Each of …see more

from $155 / night

$1085 - $1225 / week

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from $155 / night

25

Saint James Parish Vacation villa rental

Jamaica / Saint James Parish

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Child friendly
Featuring spellbinding vistas of the Caribbean, Nutmeg is located in the upscale residential neighborhood of Spring Farm. Nutmeg is set on five acres of gardens lush with tropical flowers and fruit trees. It has a large lawn which is the perfect playground for children. …see more

from $928 / night

$6500 - $17000 / week

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from $928 / night

23

Montego Bay Vacation home rental

Saint James Parish / Montego Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Summerland is a beautiful private home situated on 2 acres within the luxurious Round Hill Hotel compound. Its unique location atop Round Hill offers magnificent views of Montego Bay, pleasant tropical breezes and spectacular sunsets. The furnishings reflect the colonia …see more

from $858 / night

$6000 - $19800 / week

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from $858 / night

(2) Excellent 

30

Vacation condo in St James, Montego Bay

Montego Bay / St James, Montego Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Luxury and Spacious Condo Apartment available for vacation rental on the Hip Strip, Montego Bay, Jamaica Fully Rehabbed Condo in landmark building set in the side of a cliff with entry from the top and bottom of the building. King-size bed with orthopedic mattress So …see more

from $99 / night

$693 / week

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Responds fast!
avg. 1 hour 31 minutes

from $99 / night

7

Vacation private room in Rose Hall

Montego Bay / Rose Hall

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
The house can look scary from outside as it is under construction but inside there is everything what you need: spacious and clean room with comfortable bed, clean bathroom, small brand-new fridge, wi-fi. If needed, the owner - Rasta will serve you Jamaican breakfast or …see more

from $32 / night

$230 / week

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from $32 / night

(7) Very Good 

Certificate of Excellence

42

Vacation condo in St James, Montego Bay

Montego Bay / St James, Montego Bay

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
Caribbean Soul is located in the newly built gated community of Miramar in Unity Hall, Montego Bay. The location is 5 minutes from downtown Montego Bay with ample shopping and dining experiences to choose from. Our property has a state of the art swimming pool and ther …see more

Certificate of Excellence

from $125 / night

$825 / week

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from $125 / night

1